Pleasant Valley Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Pleasant Valley Vacation

Book a customized Pleasant Valley vacation package that has everything you need and no unnecessary extras. Good for cafes, bars and pubs and gift and craft shops, think about staying in the neighborhood of Crossroads Arts District. There's lots to see and do during your trip to Pleasant Valley, including Jesse James Bank Museum and Liberty Jail Historic Site. Don't delay visiting this city any longer. Your dream Pleasant Valley vacation is a few quick clicks away with Expedia.

Top Pleasant Valley vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 31 - Jan 4

    Baymont by Wyndham Kansas City North + Flight

    North Kansas City
    4 nights
    2.5 star property
    7.4/10 - Good (1,020 reviews)
    Roundtrip • Toronto (YYZ) - Kansas City (MCI)
    YYZ - MCI • 1 stop MCI - YYZ • 1 stop
    CA $1,147
    CA $1,066
    per traveller
    found 1 day ago
    Baymont by Wyndham Kansas City North
  • Dec 31 - Jan 4

    Margaritaville Hotel Kansas City + Flight

    I-435 West
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,033 reviews)
    "Friendly and helpful staff. Property well Maintained."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Kansas City (MCI)
    YYZ - MCI • 1 stop MCI - YYZ • 1 stop
    CA $1,437
    CA $1,295
    per traveller
    found 1 day ago
    Margaritaville Hotel Kansas City
  • Dec 31 - Jan 4

    Comfort Suites Speedway - Kansas City + Flight

    I-435 West
    4 nights
    2.5 star property
    8.4/10 - Very good (1,027 reviews)
    Roundtrip • Toronto (YYZ) - Kansas City (MCI)
    YYZ - MCI • 1 stop MCI - YYZ • 1 stop
    CA $1,250
    CA $1,146
    per traveller
    found 1 day ago
    Comfort Suites Speedway - Kansas City
  • Dec 20 - Dec 22

    The Fontaine + Flight

    West Plaza
    2 nights
    4.5 star property
    9.0/10 - Wonderful (1,069 reviews)
    Roundtrip • Winnipeg (YWG) - Kansas City (MCI)
    YWG - MCI • 1 stop MCI - YWG • 1 stop
    CA $1,537
    CA $1,439
    per traveller
    found 14 hours ago
    The Fontaine
  • Dec 20 - Dec 22

    La Quinta Inn & Suites by Wyndham Kansas City Beacon Hill + Flight

    Beacon Hills
    2 nights
    3.0 star property
    8.8/10 - Excellent (1,786 reviews)
    "They had an ADA bathroom that actually fit the description. There was a built-in shower bench and an adjustable height shower wand. So many hotels show these things in their pictures, then don’t have them. My sister is an amputee. She can’t very well wear her prosthetic leg in the shower or hop around on one leg. Without a bench and a wand, she’s left sitting on the floor and trying to wiggle around until she is rinsed properly. The only downside was that the bathroom floor WILL flood unless..."
    Reviewed November 7, 2026
    Roundtrip • Winnipeg (YWG) - Kansas City (MCI)
    YWG - MCI • 1 stop MCI - YWG • 1 stop
    CA $1,463
    CA $1,375
    per traveller
    found 14 hours ago
    La Quinta Inn & Suites by Wyndham Kansas City Beacon Hill

Pleasant Valley Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Pleasant Valley vacation package cost?

You can snap up a vacation package to this top destination from CA $1,066 on Expedia. However, how much your vacation to Pleasant Valley costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to Pleasant Valley?

If you're looking to snag a cheap Pleasant Valley vacation package, consider travelling in January, February and November. You'll usually find better rates on hotels and flights during these quieter months — ideal for a budget-friendly getaway.

How many days is enough for Pleasant Valley?

Typically, a handful of days is great for a Pleasant Valley vacation. With a well-planned itinerary, you can visit all the top attractions such as Belvoir Winery, as well as discover some hidden gems along the way.

How to find the best Pleasant Valley package deals?

Use Expedia's handy filters to help you find some tempting Pleasant Valley package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Pleasant Valley package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.

Is it cheaper to book a Pleasant Valley vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Pleasant Valley vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to Pleasant Valley?

Score incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Pleasant Valley vacation.

How to plan a trip to Pleasant Valley?

  1. Pick your travel dates: The things you'd like to do in Pleasant Valley and your preferred season will help you decide when to go.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may crop up during your trip to Pleasant Valley.
  3. Work out your trip length: Think about how long you'd like to spend discovering Pleasant Valley. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Pleasant Valley vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.